Startup Equity

83(b) Election Decision Engine

For early-exercise options or restricted stock at grant, model the tax-now vs. tax-at-vest tradeoff and frame the irreversible 30-day filing deadline.

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30-Day Deadline โ€” Irreversible

An 83(b) election must be filed with the IRS within 30 days of the grant/purchase date. Late filings are not accepted. Once missed, the election cannot be made retroactively.

Grant / Purchase Details

$0.001 is typical for founder restricted stock; early-exercise ISOs use the 409A FMV
The spread at grant is what's taxable if you file 83(b) now

Exit Scenarios

Risk of leaving / termination before full vesting. Higher for early-stage.
83(b) Filing Verdict
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Tax owed if you file now
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Expected tax at vest (no election)
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EV of tax saved by filing
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Downside: tax paid if forfeited

Scenario Analysis

ScenarioFMV at Vest Tax (no 83b)Tax (with 83b)Savings from 83(b)

What the 83(b) Election Does

Without election: You pay ordinary income tax on the spread (FMV โˆ’ purchase price) as each tranche vests over โ€” years.

With election (filed within 30 days of grant): You pay ordinary income tax on the spread today (often near-zero for founder stock at grant). From that point, any appreciation is treated as long-term capital gain โ€” at a lower rate โ€” once you hold >1 year from the grant date.

The LTCG clock starts at grant, not at each vesting date. This is the primary benefit for rapidly-appreciating startup stock.

Inbound: Equity Comp Analyzer (AL-33) ยท Downstream: ISO-AMT Planner (AL-116), Exit Waterfall (AL-148), QSBS Estimator (AL-149)